58689-15-9

Basic information

• Product Name: pseudoionone
• Synonyms: pseudoionone
• CAS NO: 58689-15-9
• Molecular Weight: 192.301
• Mol File: 58689-15-9.mol

Chemical Properties

• CAS DataBase Reference: pseudoionone(CAS DataBase Reference)
• NIST Chemistry Reference: pseudoionone(58689-15-9)
• EPA Substance Registry System: pseudoionone(58689-15-9)

Safety Data

• Hazardous Substances Data: 58689-15-9(Hazardous Substances Data)

Upstream product

• 110-93-0 6-Methyl-hept-5-en-2-on 
• 145572-34-5 1-bromo-4-trimethylsiloxy-penta-1,3-diene 
• 67-64-1 acetone 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 1067-71-6 Diethyl (2-oxopropyl)phosphonate 

Downstream Products

• 92509-94-9 (3E,5E)-9-(1-Hydroxy-1-methyl-ethyl)-6,12-dimethyl-trideca-3,5,11-trien-2-one 
• 92510-01-5 -4 butene-3 one 
• 92510-04-8 -4 butene-3 one 
• 92510-04-8 -4 butene-3 one 
• 472-93-5 trans-gamma-Carotene 
• 49816-69-5 gamma-ionone 
• 79-77-6 (E)-β-ionone 
• 127-41-3 alpha-ionone 
• 1071-89-2 (4E,6E/Z)-3,7,11-Trimethyldodeca-1,4,6,10-tetraen-3-ol 
• 145571-84-2 Triphenyl<(2E,4E,6Z)-3,7,11-trimethyldodeca-2,4,6,10-tetraenyl>phosphonium Bromide 
• 502-65-8 (5Z,5'Z)-Lycopene 
• 124159-75-7 15,15'-Dehydro-γ-carotin 
• 124160-98-1 3,7,11-trimethyldodeca-2,4,6,10-tetraen-1-yl-triphenylphosphonium chloride 

Relevant articles and documents

Synthesis of ionones on solid Br?nsted acid catalysts: Effect of acid site strength on ionone isomer selectivity

The effect of Br?nsted acid site strength on the liquid-phase conversion of pseudoionone to ionone isomers (α-, β- and γ-ionone) was studied on resin Amberlyst 35W, silica-supported heteropolyacid (HPAS) and silica-supported triflic acid (TFAS). Catalyst acidity was probed by temperature-programmed desorption of NH3 coupled with infrared spectra of adsorbed pyridine. The initial pseudoionone conversion rate followed the order: TFAS > Amberlyst 35W ≈ HPAS. Synthesis of the three ionone isomers occurred via a common cyclic carbocation intermediate formed from the activation of the pseudoionone molecule on Br?nsted acid sites. Initial ionone mixtures containing a α:β:γ isomer distribution of about 40:20:40 were formed, irrespective of the acid site strength. But the ionone mixture composition changed with the progress of the reaction because γ-ionone was consecutively converted to α-ionone on HPAS and Amberlyst 35W, whereas the stronger acid sites of TFAS converted γ-ionone to β-ionone.

Supported choline hydroxide (ionic liquid) as heterogeneous catalyst for aldol condensation reactions

Choline hydroxide was used as a basic catalyst for aldol condensation reactions to produce new C-C bonds between several ketones and aldehydes. Choline supported on MgO exhibits higher TOF values than other well known basic catalysts in these reactions.

Polyvinylogation Reagents: 1-Lithio-4-trimethylsiloxy-penta-1,3-diene and 1-Lithio-4-ethoxy-2-methyl-buta-1,3-diene

Title products, lithiodienol ethers 6a and 7a, synthetic equivalents of 4-lithio pent-3-ene-2-one and 4-lithio-senecialdehyde were obtained by bromine-lithium exchange.They are choice reagents for the transformations 1 -> 2 and 1 -> 3, respectively.